159 Cherry Hill Rd, Middlefield, CT 06455
Property image
Property image
OFF MARKET

159 Cherry Hill Rd
Middlefield, CT 06455

  • 4 Beds
  • 2 Baths
  • 2,092 sqft (on 8.30 acres)

$589,200

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $4,018/mo*
Refinance Your Home

$589,200

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $4,018/mo*
Refinance Your Home
4 Beds
2 Baths
2,092 sqft
(on 8.30 acres)

Home Value

Trulia Estimate
$589K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$44K (+8%)
Since last sale
Increased$238K (+67.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +122% in the last 10 years
MonthEstimated value
2026
August 2026$588K
July 2026$584K
June 2026$589K
May 2026$584K
April 2026$572K
March 2026$563K
February 2026$533K
January 2026$530K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Rosemary Court, Middlefield, CT
0.29
Single-Family Home
$365,000
10/31/25
3
1
2,330
9 Garden Hill Road, Middlefield, CT
0.14
Single-Family Home
$298,000
09/09/25
3
1
1,088
12 Garden Hill Road, Middlefield, CT
0.17
Single-Family Home
$425,000
07/17/26
3
1
1,235
17 Edgewood Court, Middlefield, CT
0.44
Single-Family Home
$320,000
07/08/26
3
1.5
1,302
341 Main Street, Rockfall, CT
0.59
Single-Family Home
$500,000
06/12/26
3
3
1,838
25 Aresco Drive, Rockfall, CT
0.76
Single-Family Home
$440,000
09/26/25
3
2
1,843
20 Mack Road, Middlefield, CT
0.83
Single-Family Home
$415,000
09/30/25
4
3.5
2,776
41 Day School Drive, Middlefield, CT
0.84
Single-Family Home
$645,000
01/12/26
3
2.5
2,949
53 Cedar Street, Rockfall, CT
1.02
Single-Family Home
$551,000
06/30/26
3
2
1,792
140 Main Street, Middlefield, CT
0.95
Single-Family Home
$425,000
10/21/25
4
3
3,340

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
Cherry Hill Road, Middlefield, CT 06455
0.04
$168,000
-
-
-
For Sale
146 Cherry Hill Road, Middlefield, CT 06455
0.12
$481,000
4
2
1,707
Off Market
9 Garden Hill Road, Middlefield, CT 06455
0.14
$381,700
3
1
1,088
Off Market
39 Garden Hill Road, Middlefield, CT 06455
0.17
$383,400
3
1
1,317
Off Market
12 Garden Hill Road, Middlefield, CT 06455
0.17
$425,000
3
1
1,235
Recently Sold
18 Garden Hill Road, Middlefield, CT 06455
0.18
$408,300
3
1
1,391
Off Market
130 Cherry Hill Road, Middlefield, CT 06455
0.18
$388,200
3
1.5
1,142
Off Market
30 Cherry Ridge Road, Middlefield, CT 06455
0.20
$749,900
4
3
3,355
For Sale
6 Nancy Lane, Middlefield, CT 06455
0.23
$373,200
2
1.5
1,184
Off Market
20 Cider Mill Road, Rockfall, CT 06481
0.27
$336,300
3
1
1,278
Off Market
22 Rosemary Court, Middlefield, CT 06455
0.27
$439,000
3
2
1,790
Off Market
18 Rosemary Court, Middlefield, CT 06455
0.29
$365,000
3
1
2,330
Recently Sold

Local Information

  • Map ViewExplore the area around 159 Cherry Hill Rd.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1928
Lot Size
8.3 acres
Living Area
2,092 sqft
Price/Sqft
$282
Parking
Garage

About this House

Come live the simple life in desirable Middlefield. This Home is set on OVER 8 acres close to Wadsworth Falls State Park, Lyman Orchards and Powder Ridge. Plenty of room for gardens, animals and outdoor living. Custom barn has 6 stalls, LARGE hay loft, paddock and plenty of pasture space above. Rent the barn out for income possibilities. Top field perfect for a riding ring, or to be used as hay. Possibly build-able. Kitchen is remodeled with new granite, stainless steel appliances, new sink, trim, doors and more.. 4 bedrooms, and two full baths. Large walk up attic space. LP gas generator. Glass doorknobs, beautiful trim make this home idyllic for the era. Convenient to highways. Also Available for lease.
159 Cherry Hill Rd, Middlefield, CT 06455 is a 4 bedroom, 2 bathroom, 2,092 sqft single-family home built in 1928. It last sold for $350,000 on Dec 17, 2019. More recently, it was listed as a rental in September 2019 with an asking price of $2,300 per month. That rental listing was removed on September 30, 2019. It is currently off market. The Trulia Estimate is $589,200, with a rent estimate of $3,130/month.

Home Details for 159 Cherry Hill Rd

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 8
Appliances & Utilities
DishwasherMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 8.30 acres

Price and Tax history

DateEventPrice
Dec 17, 2019
Source: Smart MLS #170189790
Sold
$350,000
Sep 30, 2019
Source: Agent Provided
ListingRemoved
$2,100
Sep 18, 2019
Source: Agent Provided
PriceChange
$379,900
Price increased by 16,417%
Sep 1, 2019
Source: Agent Provided
Listed For Rent
$2,300
Jul 29, 2019
Source: Agent Provided
ListingRemoved
$2,500

Market trends in Middlefield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
4MoM

Around this home

What Locals Say about Middlefield

At least 15 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 93 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 84 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 81 % Say there's wildlife

  • 76 % Say kids play outside

  • 75 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 39 % Say it's walkable to restaurants

  • 19 % Say streets are well-lit

  • 12 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Christina
    "Great area to walk dogs and meet other dogs. We have a dog park as well and lots of walking and hiking trails "
    0
    Flag
  • Kelican8621
    "Lived here for 7-8 years. Elementary through high school years actually. Great place to grow up and raise a family. The park in the center of town is well maintained and continually is adding additional activities for the community "
    1
    Flag
  • Mazie123b
    "Middlefield is a great town. Everyone is very friendly and neighborly and it is overall a safe place to live. "
    1
    Flag
  • Beannbeann
    "Great neighborhood. Every one is friendly. Nice area to take walks. No car traffic. And only a few miles from shopping. "
    1
    Flag
  • Beannbeann
    "Great area to walk your dog around and there’s a dog park within two miles from this area by the lake"
    0
    Flag
  • Beannbeann
    "Great small town to raise children. Close to shopping and highways but far enough away that you feel your living in the country. "
    0
    Flag
  • Beannbeann
    "I’ve lived in this neighborhood for 18 years now and it’s great. Friendly neighbors. Houses are close enough to walk from house to house but most properties are at least a half acre or more. Great area for kids to grow up in. "
    0
    Flag
  • Mazie B.
    "People are constantly walking their dogs around the neighborhood. There are no sidewalks, but there are plenty of nice, quiet, open streets. "
    0
    Flag
  • Debi W.
    "Lived here almost all my life - love small-town living! You can always count on your neighbors to be there for you. Quiet and tranquil - but close to big cities!"
    3
    Flag
  • Lisareed2018
    "My family has lived in this town for more than 100 years. I love this little town. Good schools, great homeownership ratio, nice homes with good sized yards, skiing, recreation, nestled in the country, but close enough to cities, too! "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 159 Cherry Hill Rd

  • What is 159 Cherry Hill Rd estimated to be worth?
    Trulia's estimated value for 159 Cherry Hill Rd in Middlefield, CT is $589,200.
  • What is the price history for 159 Cherry Hill Rd?
    159 Cherry Hill Rd in Middlefield, CT last sold for $350,000 in December 2019.
  • Is Middlefield a buyer's or seller's market?
    Middlefield is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Middlefield?
    Residents describe Middlefield, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Middlefield, CT.
  • How big is the lot at 159 Cherry Hill Rd?
    The lot at 159 Cherry Hill Rd in Middlefield, CT is about 8.3 acres.
  • Does 159 Cherry Hill Rd have a garage?
    Yes, 159 Cherry Hill Rd in Middlefield, CT has a garage.

Apartments for Rent

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Off Market Homes Near 159 Cherry Hill Rd

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